4'-O-tert-Butyldimethylsilyl Genistein

Base Information

• Chemical Name: 4'-O-tert-Butyldimethylsilyl Genistein
• CAS No.: 470666-97-8
• Molecular Formula: C21H24O5Si
• Molecular Weight: 384.49800
• DSSTox Substance ID: DTXSID40464940
• Nikkaji Number: J1.984.169C
• Mol file: 470666-97-8.mol

Synonyms:4'-O-tert-Butyldimethylsilyl Genistein;470666-97-8;3-[4-[tert-butyl(dimethyl)silyl]oxyphenyl]-5,7-dihydroxychromen-4-one;SCHEMBL7588164;DTXSID40464940;FT-0664031;4 inverted exclamation mark -O-tert-Butyldimethylsilyl Genistein

Chemical Property of 4'-O-tert-Butyldimethylsilyl Genistein

Chemical Property:

• PSA: 79.90000
• LogP: 5.25520
• Solubility.: Dichloromethane
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 384.13930040
• Heavy Atom Count: 27
• Complexity: 586

Purity/Quality:

95% ^*data from raw suppliers

4’-O-tert-ButyldimethylsilylGenistein ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)[Si](C)(C)OC1=CC=C(C=C1)C2=COC3=CC(=CC(=C3C2=O)O)O
• Uses: Protected Genistein.

Technology Process of 4'-O-tert-Butyldimethylsilyl Genistein

There total 4 articles about 4'-O-tert-Butyldimethylsilyl Genistein which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 84.0%

5,7-Dihydroxy-3-(4-hydroxy-phenyl)-chromen-4-on (446-72-0) + tert-butyldimethylsilyl chloride (18162-48-6) → 7-(tert-butyldimethylsilyloxy)-5-hydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one + 3-[4-(tert-butyldimethylsilyloxy)phenyl]-5,7-dihydroxy-4H-chromen-4-one (470666-97-8) + 7-(tert-butyldimethylsilyloxy)-3-[4-(tert-butyldimethylsilyloxy)phenyl]-5-hydroxy-4H-chromen-4-one (470666-98-9)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 1.5h;

DOI:10.1081/SCC-120026353

Reference yield: 45.0%

7-(tert-butyldimethylsilyloxy)-3-[4-(tert-butyldimethylsilyloxy)phenyl]-5-hydroxy-4H-chromen-4-one (470666-98-9) → 3-[4-(tert-butyldimethylsilyloxy)phenyl]-5,7-dihydroxy-4H-chromen-4-one (470666-97-8)

Guidance literature:

With pyridine; phthalic anhydride; at 20 ℃; for 96h;

DOI:10.1081/SCC-120026353

Reference yield:

5,7-Dihydroxy-3-(4-hydroxy-phenyl)-chromen-4-on (446-72-0) → 3-[4-(tert-butyldimethylsilyloxy)phenyl]-5,7-dihydroxy-4H-chromen-4-one (470666-97-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / imidazole / dimethylformamide / 1.5 h / 20 °C

2: 45 percent / phthalic anhydride; pyridine / 96 h / 20 °C

With pyridine; 1H-imidazole; phthalic anhydride; In N,N-dimethyl-formamide;

DOI:10.1081/SCC-120026353

upstream raw materials:

5,7-Dihydroxy-3-(4-hydroxy-phenyl)-chromen-4-on

tert-butyldimethylsilyl chloride

7-(tert-butyldimethylsilyloxy)-3-[4-(tert-butyldimethylsilyloxy)phenyl]-5-hydroxy-4H-chromen-4-one

Downstream raw materials:

acetic acid 7-acetoxy-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-4-oxo-4H-chromen-5-yl ester

acetic acid 7-acetoxy-3-(4-hydroxy-phenyl)-4-oxo-4H-chromen-5-yl ester

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